Given a stable L'{e}vy process of index with no negative jumps, and letting $S_t=\sup_{0\le s\le t}X_st\in [0,T]$, we consider the optimal prediction problem where the infimum is taken over all stopping times of , and the error parameter is given and fixed. Reducing the optimal prediction problem to a fractional free-boundary problem of Riemann–Liouville type, and finding an explicit solution to the latter, we show that there exists (equal to 1.57 approximately) and a strictly increasing function satisfying , and for such that for every and the following stopping time is optimal where is the unique root to a transcendental equation (with parameters and ). Moreover, if either or then it is not optimal to stop at when is sufficiently large. The existence of the breakdown points and stands in sharp contrast with the Brownian motion case (formally corresponding to ), and the phenomenon itself may be attributed to the interplay between the jump structure (admitting a transition from lighter to heavier tails) and the individual preferences (represented by the error parameter ).

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